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Windsor County

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652 Tierney Road Cavendish VT 05142

Cavendish, VT652 Tierney Road

Price$1,499,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5054888

  • Residential Single Family
  • Address 652 Tierney Road
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,560

Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that include Vermont's own Mt Ascutney. The custom designed kitchen is a chef's dream and the sun-drenched dinning area - with exposures on two sides- provides an elegant setting for intimate gatherings.The deck from the main floor offers expansive spaces for outdoor living with stairs to an upper level enclosed gazebo that gives a 360 degree view of the beautifully landscaped grounds.There are two primary bedrooms , one on the main level with ensuite bath and one on the second level . The second level also has a bedroom that looks out to the mountain views. Lower level is comprised of a game room ,exercise space and bedroom with bath. From the lower level one has access to a 3,000 sq. ft. fenced dog run and hot tub. The 3 car garage with ample storage has room for ATV"s and snow mobiles. Second floor could be finished into living space. Skiing at Okemo Mountain is 12 minutes away. VAST trails are down the road, and Fly fishing on the Black River is some of the best in Vermont. This idyllic property offers serenity for full time living or a delightful second home get away. Call for viewing.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2391 Music Mountain Road Stockbridge VT 05772

Stockbridge, VT2391 Music Mountain Road

Price$1,499,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5058048

  • Residential Single Family
  • Full Bath 3
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,500

OVER $496,000 PRICE ADJUSTMENT AND OVER $120,000 RENTAL INCOME, THIS ONE YOU SHOULD CONSIDER OWNING. LUXURY FURNISHINGS TOO. TIMBERS IN THE SKY - Featured in Log and Timber Home Living magazine, this one-of-a-kind Vermont timber frame retreat, built in 2022, blends dramatic architecture with refined comfort. Fully furnished with luxury pieces, the open floor plan showcases a soaring great room with vaulted ceilings, walls of glass framing breathtaking mountain views, exposed beams, and a striking tile gas fireplace. The chef's kitchen offers stainless steel appliances, custom cabinetry, and a generous island, while radiant-heated Italian porcelain floors and rustic wood accents provide warmth and elegance. Four bedrooms and five spa-like baths include a stunning primary suite and a fun bunk room sleeping up to 14 guests with ease. Every bedroom has its own personality, and every bath is designed with a luxurious spa feel. Outdoor living is equally impressive. A huge covered deck with grilling area, hot tub, firepit, and gas fire pit creates gathering spaces for every season. The exterior's stone and wood siding blend naturally into the Vermont landscape, reflecting the craftsmanship within. Permitted for a 4-bedroom septic plus a 1-bedroom ADU, allowing future expansion and long-term flexibility. With proven short-term rental income exceeding $120,000 annually, this home is not only a spectacular retreat but also a sound investment opportunity. Minutes from world-class skiing at Killington, Pico, Sugarbush, and Stowe, this mountain escape offers unmatched access to Vermont's premier ski areas. NUMBERS AVAILABLE TO QUALIFIED INTERESTED PARTIES. ADDITIONAL LAND AVAILABLE!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3090 South Road Woodstock VT 05091

Woodstock, VT3090 South Road

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5089519

  • Residential Single Family
  • Full Bath 2
  • Address 3090 South Road
  • Bedrooms 3
  • Bathroom 3

PROPERTY WILL CONTINUE TO BE SHOWN, UNTIL PENDING. Known affectionately as “Green Gable Farm,” this beautifully renovated 1884 Vermont farmhouse sits on 5 picturesque acres in Woodstock, complete with a year-round babbling brook, just minutes from South Woodstock, the Woodstock Inn Fitness Center, golf course, cross-country ski trails, mountain biking, and the Woodstock Village Green. The current owners undertook a comprehensive renovation, thoughtfully preserving the home's historic character-including original barnboard floors and exposed beams-while updating every major system and living space. New mechanicals, upgraded insulation, all new double-pane windows, central HVAC with heating and cooling, high-speed fiber internet, new baths, and a fully redesigned kitchen bring modern comfort to this classic country home. The architecturally reimagined floor plan creates an open, inviting first floor centered around a gourmet eat-in kitchen with Viking appliances, farmhouse sink and abundant workspace. A highly functional mudroom entry, marble tile floors, new laundry room, full bath, and first-floor bedroom add everyday practicality. The kitchen flows into a cozy sitting area with fireplace and additional flexible living spaces ideal for dining, reading, or entertaining. Upstairs are 2 spacious ensuite bedrooms, including a serene primary suite with dressing area, double sinks, smart toilet, glass-enclosed shower, and freestanding soaking tub overlooking stone walls, open fields, and berry patches. Sliding doors off the kitchen open to a large rear deck featuring a heated 12' swim spa for year-round enjoyment. A charming historic shed-barn offers space for a workshop, studio, or recreation area, while unfinished space above the attached two-car garage provides expansion potential.

Listed by John Snyder of Snyder Donegan Real Estate Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

399 Bentley Road Hartford VT 05001

Hartford, VT399 Bentley Road

Price$1,490,950The price has recently decreased

Est. Mortgage: $/month

MLS Number 4989182

  • Residential Single Family
  • Full Bath 2
  • Address 399 Bentley Road
  • Village Quechee
  • Bedrooms 5

The Evergreen at Mountain Stream - Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and oversized windows give the home a distinctly modern presence - clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage - exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes - architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. Photos are renderings only. CO expected 6/1/2026

Listed by Richard Higgerson of Higgerson & Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

289 Taft Family Road Hartford VT 05001

Hartford, VT289 Taft Family Road, Unit 7118

Price$1,490,950The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093560

  • Residential Single Family
  • Full Bath 2
  • Address 289 Taft Family Road
  • Village Quechee
  • Bedrooms 5

The Evergreen at Mountain Stream - Currently under construction at 399 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and oversized windows give the home a distinctly modern presence - clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage - exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes - architecturally considered homes built by a developer committed to craft, performance, and longevity. Photos are renderings only.

Listed by Richard Higgerson of Higgerson & Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1302 Popple Dungeon Road Chester VT 05143

Chester, VT1302 Popple Dungeon Road

Price$1,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5087874

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,400

Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design. Inside, the home is defined by warm, handcrafted details-wide-plank wood floors, paneled walls, layered moldings, and reclaimed beams create a sense of comfort and authenticity throughout. The scale and layout offer a balance of inviting gathering spaces and quieter rooms, well-suited for both everyday living and hosting. Originally operated as a bed-and-breakfast, the home was thoughtfully designed to welcome guests while maintaining a natural flow and sense of privacy. The surrounding land provides a peaceful and private setting, with stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch woven into the natural landscape. Open areas and wooded sections create a property that feels both curated and comfortably natural, offering space to explore, relax, and enjoy Vermont's changing seasons. A guest house and dedicated woodworking barn add to the property's appeal, offering flexibility for hosting, hobbies, or creative pursuits. Ideally located near the charming village of Chester, the property offers convenient access to year-round outdoor recreation, including skiing, hiking, biking, fishing, and scenic trails. Throughout the home, the builder's attention to detail is unmistakable, with thoughtfully crafted custom woodwork and timeless finishes that reflect a genuine commitment to quality and design. Quiet, private, and rooted in tradition, this is a property well suited for those seeking a classic Vermont retreat and lifestyle.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

470 Bentley Road Hartford VT 05059

Hartford, VT470 Bentley Road

Price$1,465,950The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4989217

  • Residential Single Family
  • Full Bath 2
  • Address 470 Bentley Road
  • Village Quechee
  • Bedrooms 5

The Evergreen at Mountain Stream - Currently under construction at 470 Bentley Road, the Evergreen offers 2,709 square feet of contemporary living across two finished levels, paired with a detached two-car garage. A long, low silhouette under a standing-seam metal roof, composite board-and-batten siding, and oversized windows give the home a distinctly modern presence - clean architectural lines softened by the surrounding forest. The main level opens to expansive living, dining, and kitchen areas anchored by a Wittus Shaker wood stove and stretching out to a generous deck designed for entertaining or for quiet mornings beneath the trees. A primary suite sits alongside three additional bedrooms and two more full baths, delivering true single-level living whenever so desired. The walkout lower level adds a fifth bedroom, full bath, family room, flex space, laundry, and generous storage - exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every single room. Built to perform as beautifully as it lives, the Evergreen features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round network of hiking, biking, and Nordic ski trails. Mountain Stream represents a new chapter at Quechee Lakes - architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place. Photos are renderings only. CO expected 6/1/2026

Listed by Richard Higgerson of Higgerson & Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4074 Tichenor Road Hartford VT 05001

Hartford, VT4074 Tichenor Road

Price$1,405,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 5060580

  • Residential Single Family
  • Address 4074 Tichenor Road
  • Village Quechee
  • Bedrooms 4
  • Bathroom 3

The Alder at Mountain Stream - To be built by Mountain Stream at Quechee Lakes, the Alder offers 2,277 square feet of thoughtfully designed living across two levels, paired with a detached two-car garage. A steeply pitched standing-seam metal roof, vertical board-and-batten siding, and a dramatic central chimney give the home a modern presence - clean lines softened by the surrounding forest. The main level centers on a vaulted great room combining kitchen, dining, and living under double-height ceilings, anchored by a fireplace and opening through triple-paned glass to a generous deck designed for entertaining or quiet mornings beneath the trees. A main-level primary suite with a walk-in closet and private bath is joined by a second bedroom with a walk-in closet, a full bath, a mudroom, mechanical room - delivering single-level living when desired. The second level adds two more bedrooms beneath vaulted ceilings, including a generous bunk room ideal for kids or grandkids, plus a third full bath - exceptional flexibility for family, guests, and four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful, high-quality millwork in every room. Built to perform as beautifully as it lives, the Alder features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. Located within Quechee Lakes, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail network. Mountain Stream represents a new chapter at Quechee Lakes, architecturally considered homes built by a developer committed to craft, performance, and longevity. This Is The Place.

Listed by Richard Higgerson of Higgerson & Company

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

39 Wallis View Lane Ludlow VT 05149

Ludlow, VT39 Wallis View Lane

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5081043

  • Residential Single Family
  • Full Bath 2
  • Address 39 Wallis View Lane
  • Village Ludlow
  • Bedrooms 4

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight-offering plenty of space to relax, entertain, and play. A picturesque pond becomes the centerpiece in every season, perfect for summer afternoons by the water or winter skating and hockey under the open sky. As the day winds down, take in stunning sunsets over the pond with Okemo Mountain as your backdrop-an everyday experience that never gets old. A large deck overlooks the scenery, while a patio with a hot tub creates the perfect spot to unwind after a day on the slopes or trails. With access to nearby snowmobile trails and only a short drive to the mountain, this setting is ideal for outdoor enthusiasts. Inside, the fully furnished home features over 4,000 square feet of thoughtfully designed living space. The main level showcases rich cherry hardwood floors, a well-appointed kitchen with premium stainless steel appliances, granite countertops, and custom cabinetry, along with inviting spaces for gathering and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and flexibility, while the lower level offers a dedicated home theater for relaxing after a day outside. An oversized attached garage provides ample room for vehicles, gear, and recreational toys, adding more convenience to this four-season retreat. The large Amish shed provides even more storage. This location and setting can't be beat. Don't miss out!

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1522 Barnard Road Woodstock VT 05091

Woodstock, VT1522 Barnard Road

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089552

  • Residential Single Family
  • Full Bath 3
  • Address 1522 Barnard Road
  • Bedrooms 5
  • Bathroom 4

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef's kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces-including a wood-burning and gas-ready-add warmth and character throughout the home. The flexible floor plan includes 3-4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage-ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America's first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay-offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England's most iconic villages.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 9, 2026 1:40 PM EDT

 

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